Asymmetric Organocatalytic Michael/Henry Domino Reactions through Hydrogen-Bond Activation: Kinetic Access to Indane Scaffolds Bearing cis-Vicinal Substituents
Catalyst directs towards cis! A bifunctional hydrogen‐bond‐catalyzed Michael/Henry domino reaction allows preferential asymmetric access to the kinetic cis‐nitroindanol products with excellent enantioselectivity through a postulated matched transition state (see scheme; H‐Bo = hydrogen bond activat...
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Veröffentlicht in: | Chemistry : a European journal 2013-08, Vol.19 (33), p.10822-10826 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | Catalyst directs towards cis! A bifunctional hydrogen‐bond‐catalyzed Michael/Henry domino reaction allows preferential asymmetric access to the kinetic cis‐nitroindanol products with excellent enantioselectivity through a postulated matched transition state (see scheme; H‐Bo = hydrogen bond activation). This high yielding protocol opens up a new strategy to access highly useful enantio‐enriched cis‐aminoindanol‐containing ligands and catalysts. |
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ISSN: | 0947-6539 1521-3765 |
DOI: | 10.1002/chem.201302131 |